2-Methylene-1-(toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid ethyl ester

Base Information

• Chemical Name: 2-Methylene-1-(toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid ethyl ester
• CAS No.: 104654-71-9
• Molecular Formula: C₁₈H₂₄O₅S
• Molecular Weight: 352.452

Synonyms:2-Methylene-1-(toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid ethyl ester

Chemical Property of 2-Methylene-1-(toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid ethyl ester

Chemical Property:

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Technology Process of 2-Methylene-1-(toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid ethyl ester

There total 2 articles about 2-Methylene-1-(toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

1-Hydroxymethyl-2-methylene-cyclohexanecarboxylic acid ethyl ester (104654-70-8) + p-toluenesulfonyl chloride (98-59-9) → 2-Methylene-1-(toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid ethyl ester (104654-71-9)

Guidance literature:

In pyridine;

DOI:10.1246/cl.1985.1785

Reference yield:

Ethyl 2-methyl-1-cyclohex-1-ene carboxylate (104654-69-5) → 2-Methylene-1-(toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid ethyl ester (104654-71-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / LDA / tetrahydrofuran / -78 °C

2: 80 percent / pyridine

With lithium diisopropyl amide; In tetrahydrofuran; pyridine;

DOI:10.1246/cl.1985.1785

Reference yield: 99.0%

2-Methylene-1-(toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid ethyl ester (104654-71-9) → Toluene-4-sulfonic acid 1-hydroxymethyl-2-methylene-cyclohexylmethyl ester (104654-73-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1.5h; Ambient temperature;

DOI:10.1246/cl.1985.1785

upstream raw materials:

1-Hydroxymethyl-2-methylene-cyclohexanecarboxylic acid ethyl ester

p-toluenesulfonyl chloride

Ethyl 2-methyl-1-cyclohex-1-ene carboxylate

Downstream raw materials:

Toluene-4-sulfonic acid 1-hydroxymethyl-2-methylene-cyclohexylmethyl ester

1,6-Dioxa-dispiro[2.0.3.4]undecane

2-(Hydroxymethyl)-1,2-dimethylcyclohexanol

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